Staypineapple, An Iconic Hotel, The Loop

Rated 9.0 in 730 reviews. 122 rooms.


Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop. Shopping on famed Michigan Avenue and Millennium Park are a short walk away.

White and gray colors with mahogany furnishings are balanced by modern amenities like a flat-screen TV and plush bedding in each room. Select suites feature stunning views of Millennium Park and Lake Michigan.

Staypineapple, An Iconic Hotel, The Loop has a fitness centre and bicycle rental service. Pets receive free bedding and water upon request.

Chicago’s entertainment centre, Navy Pier, is 3 km from the hotel. The Chicago Theatre and Art Institute of Chicago are less than 5 minutes’ walk away.

Available Rooms

2 guests




Recommended Nearby

A guide to great places near Staypineapple, An Iconic Hotel, The Loop

  1. James M. Nederlander Theatre

    Beautiful Theater. At Once, get here when the doors open and have a drink on the stage. They also repeat this at intermission.

    152 m from hotel
    24 W Randolph St

  2. Do-Rite Donuts & Coffee

    Pistachio-Meyer Lemon Doughnut: a bright, citrus glaze holds the toasted pistachios perfectly in place, but isn't too sweet as to overwhelm the actual taste of the old-fashioned doughnut itself.

    210 m from hotel
    50 W Randolph St

  3. Gene Siskel Film Center

    Chicago: 2 Thumbs Up! Enjoy the best of independent, international and classic cinema at the Gene Siskell Film Center with a side of great film exhibits and treats at the gallery and café. -IFC Viewer

    215 m from hotel
    164 N State St

  4. Hamilton The Musical

    Fantastic show in a classic theater. Nothing better.

    218 m from hotel
    18 W Monroe St

  5. Intelligentsia Coffee

    Thought you’d want to know: Intelligentsia has been nominated for Best Local Coffee Roaster in Time Out Chicago’s 2011 Eat Out Awards. Vote now!

    265 m from hotel
    53 E Randolph St

  6. The Chicago Theatre

    In "The Dark Knight" (2008), Harvey Dent (Aaron Eckhart) and his girlfriend Rachel Dawes (Maggie Gyllenhaal) show up for a ballet performance in scenes shot in the Chicago Theatre.

    289 m from hotel
    175 N State St

  7. Chicago Cultural Center

    Completed in 1897 it was dedicated as the city's original Chicago Public Library. This monument was inspired by the neo-classical style of the World's Columbian Exposition held in Chicago in 1893.

    311 m from hotel
    78 E Washington St

  8. Cindy's

    Cindy’s at the CAA is open till the wee hours all week, and it has wild-Michigan-blueberry tarts topped with vanilla crème fraîche and almond streusel.

    348 m from hotel
    12 S Michigan Ave

  9. Millennium Park

    This 24.5-acre park features the work of world-renowned architects, planners, artists and designers.

    388 m from hotel
    201 E Randolph St

  10. Cadillac Palace Theatre

    Respect the theater, dress up!

    399 m from hotel
    151 W Randolph St

  11. Cloud Gate by Anish Kapoor

    It's a cloud! It's a gate! No, it's the Bean!

    420 m from hotel
    N Michigan Ave

  12. Symphony Center (Chicago Symphony Orchestra)

    Come an hour early to hear some background about the pieces. Schmooze with your fellow socialites. You know you want to...

    0.5 km from hotel
    220 S Michigan Ave